Regio- and Diastereoselective Highly Strained Alkylidenecyclobutane Isomerization/Hydroacylation: Synthesis of Multisubstituted Cyclobutanes with Consecutive Stereocenters

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成果类型：

期刊论文

作者：

Tian, Kai-Qiang;Zhang, Shi-Jiao;Zhao, Jun;Duan, Gui-Yun;Wang, Qiao-Ling;...

通讯作者：

Li, HS;Guo, R

作者机构：

[Duan, Gui-Yun; Li, Hong-Shuang; Zhao, Jun; Tian, Kai-Qiang] Shandong First Med Univ & Shandong Acad Med Sci, Natl Key Lab Adv Drug Delivery & Release Syst, Sch Pharmaceut Sci, Jinan 250117, Peoples R China.

[Duan, Gui-Yun; Li, Hong-Shuang; Zhao, Jun; Tian, Kai-Qiang] Shandong First Med Univ & Shandong Acad Med Sci, Inst Mat Med, Jinan 250117, Peoples R China.

[Zhang, Shi-Jiao] Qingdao Univ, Pharm Intravenous Admixture Serv, Affiliated Taian City Cent Hosp, Tai An 271000, Peoples R China.

[Cui, Guo-Hao; Guo, R; Wang, Qiao-Ling; Guo, Rui] Cent China Normal Univ CCNU, Int Joint Res Ctr Intelligent Biosensing Technol &, CCNU uOttawa Joint Res Ctr, Key Lab Pesticides & Chem Biol,Minist Educ,Coll Ch, Wuhan 430079, Peoples R China.

通讯机构：

[Guo, R ] C

[Li, HS ] S

Shandong First Med Univ & Shandong Acad Med Sci, Natl Key Lab Adv Drug Delivery & Release Syst, Sch Pharmaceut Sci, Jinan 250117, Peoples R China.

Shandong First Med Univ & Shandong Acad Med Sci, Inst Mat Med, Jinan 250117, Peoples R China.

Cent China Normal Univ CCNU, Int Joint Res Ctr Intelligent Biosensing Technol &, CCNU uOttawa Joint Res Ctr, Key Lab Pesticides & Chem Biol,Minist Educ,Coll Ch, Wuhan 430079, Peoples R China.

语种：

英文

关键词：

alkylidenecyclobutane;alkene isomerization;hydroacylation;selectivity;rhodium catalysis

期刊：

ACS CATALYSIS

ISSN：

2155-5435

年：

2024

卷：

期：

页码：

1505-1513

DOI：

10.1021/acscatal.3c05616

基金类别：

Medical and Health Technology Development Program in Shandong Province [ZR2023MB136]; Natural Science Foundation of Shandong Province [2022NS306]; Science and Technology Innovation Development Project in Taian City [202213050542]; Medical and Health Technology Development Program in Shandong Province [2019LJ003]; Academic Promotion Programme of Shandong First Medical University

机构署名：

本校为通讯机构

院系归属：

化学学院

摘要：

The regio- and diastereoselective alkene isomerization and hydrofunctionalization sequence enabled by transition-metal complexes allows rapid activation and assembly of the C-(sp(3))-H bond that is either adjacent or distal to the initial double bond, which has been a longstanding challenge in this field. Herein, we develop unusual rhodium-catalyzed isomerization of alkylidenecyclobutanes with subsequent hydroacylation reaction to provide multisubstituted cyclobutanes with continuous stereocenters. Note that this tandem process features a good regio- and diastereoselectivity profile. Isotopic ...

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Regio- and Diastereoselective Highly Strained Alkylidenecyclobutane Isomerization/Hydroacylation: Synthesis of Multisubstituted Cyclobutanes with Consecutive Stereocenters

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